SU659064A3 - Insecticide - Google Patents

Insecticide

Info

Publication number
SU659064A3
SU659064A3 SU772498355A SU2498355A SU659064A3 SU 659064 A3 SU659064 A3 SU 659064A3 SU 772498355 A SU772498355 A SU 772498355A SU 2498355 A SU2498355 A SU 2498355A SU 659064 A3 SU659064 A3 SU 659064A3
Authority
SU
USSR - Soviet Union
Prior art keywords
cycloalkyl
alkyl
carbamic acid
ethyl
methyl
Prior art date
Application number
SU772498355A
Other languages
Russian (ru)
Inventor
Драбек Иозеф (Чсср)
Бегер Манфред (Фрг)
Original Assignee
Циба-Гейги Аг (Фирма)
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from CH767936A external-priority patent/CH608692A5/en
Application filed by Циба-Гейги Аг (Фирма) filed Critical Циба-Гейги Аг (Фирма)
Application granted granted Critical
Publication of SU659064A3 publication Critical patent/SU659064A3/en

Links

Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/24Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing the groups, or; Thio analogues thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N53/00Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Dentistry (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Agronomy & Crop Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

Изобретение относитс  к химическим средствам защиты растений. Предлагаетс  инсектицидное средство на основе производных. сульфидов карбаминовой кислоты. Уже известен инсектицид, действующим вещест вом которого  вл етс  о-алкилмеркапгоацетальдоксим 1. Однако известное соединение обладает недостат точной активностью при низких дозах расхода. Целью изобретени   вл етс  изыскание новых средств, обладающих более высокой инсектицидной активностью. Указанна  цель достигаетс  использованием средства, включающего активное вещество и жидкий или твердый носитель, содержащего в качестве активного вещества производные сульфвдов карбаминовой кислоты общей формулы C K-0-C-H-Sгде RI - метил, этал; R - алкил Cj-Cg или циклоалкил Ca-Cgj RS - водород, алкилокст Ci-Cj или цнклопропил , в количестве 0,5-98,5 вес.%. Формы применени  средств обычные: гранул -; ты, порощки дл  распрыскивани , пасты, эмульсии , растворы. Их готов т обьсчнымн способами общими при изготовлении препаративных форм пестицидов. Предлагаемые соединени  получают при взаимодействии соединени  общей формулы снз ;;::o N-o-c-NC ILlSН где RI имеет указанные знач1ени , в присутствии основани  с соединением общей формулыV Hal-S-H где Rj и RS имеют указанные значени . Температура реакции мозКет варьироватьс  в широких пределах (от-20 до +80 С) при нормальном или пов 1шенном давлени . Таким образом получают соединени , приведе шые в табл. 1.This invention relates to chemical plant protection products. An insecticidal derivative is proposed. carbamic acid sulphides. An insecticide is already known, the active substance of which is o-alkylmercapoacetaloxime 1. However, the known compound has a lack of precise activity at low dosage rates. The aim of the invention is to find new products with higher insecticidal activity. This goal is achieved by using an agent comprising an active substance and a liquid or solid carrier containing as the active substance derivatives of sulfamides of carbamic acid of general formula C K-0-C-H-S, where RI is methyl, ethyl; R is alkyl Cj-Cg or cycloalkyl Ca-Cgj RS is hydrogen, alkyloxy Ci-Cj or cycloalkyl, in the amount of 0.5-98.5 wt.%. Forms of the use of conventional means: granules -; sprays, sprays, pastes, emulsions, solutions. They are prepared using common methods in the manufacture of pesticide formulations. The compounds according to the invention are obtained by reacting a compound of the general formula CH ;; :: o N-o-c-NC ILlSH where RI has the indicated meanings, in the presence of a base, with a compound of the general formula V Hal-S-H where Rj and RS have the indicated values. The reaction temperature of the moquette varies widely (from -20 to +80 ° C) at normal or at a reduced pressure. In this way, the compounds given in Table 1 are obtained. one.

о снзabout sns

ч I Щh I Sh

«K-0-C-N S-N ;"K-0-C-N S-N;

Таблица 1Table 1

COUjCOUj

Пример. Инсектигщдиое длительное дайствие в качестве кишечного  да против Dysdarcus fasciatus. Кусты хлопчатника опрыскивают 0,05%-ной водной эмульсией биологически активного вещества (полученной из lOJ&amp;Horb эмульгирующие гос  концентрата). После высыхани  осадка каждое из растений заражают личинками Oysdercus fasciatus Lai. Оценку достигаемого уничтожени  производ т че ,рез 2, 4, 24 и 48 ч. В случае 100%-ного уничтоже НИН через 48 ч растени  снова заражают свежими подопытными паразитами и производ т измерение через те же временные интервалы вплоть до 48 ч. Если ой ть достигают 100%-ного уничтожейи , то испытание повтор ют в третий раз через , 8 дней после начала испызганий. Опыты провод т при 20° С и 60% относительной влажности воздуха. В качестве соединений дл  сравнени  используют известньге соединени  следующих формул: Cttx-S-С ЪГ-О-С-ЫН 111 I «0) CHj о снз СгН5 - 3 - с N- о -с - NH 1 %о CHj Результаты опыта представлены в табл. 2. Таблица2Example. Insect long lasting as intestinal and against Dysdarcus fasciatus. Cotton bushes are sprayed with a 0.05% aqueous emulsion of a biologically active substance (obtained from lOJ & Horb emulsifying state concentrate). After the precipitate has dried, each of the plants is infected with Oysdercus fasciatus Lai larvae. The estimated destruction achieved is 2, 4, 24, and 48 hours. In the case of 100% destruction, after 48 hours, the plants are again infected with fresh experimental parasites and measured at the same time intervals up to 48 hours. To reach 100% kill, the test is repeated a third time, 8 days after the start of the test. The experiments were carried out at 20 ° C and 60% relative humidity. As compounds for comparison, lime compounds of the following formulas are used: Cttx-S-CG-O-C-LH 111 I "0) CHj about cps CrH5 - 3 - with N-o -c - NH 1% about CHj The results of the experiment are presented in tab. 2. Table2

Продолжение табл. 2Continued table. 2

Пример 3. Изучение токсичности предлагаемых соединений по отношению к теплокровным.Example 3. The study of the toxicity of the proposed compounds in relation to warm-blooded.

Токсичность LDso и  крысы pesOS мг/кг:LDso and rat pesOS mg / kg toxicity:

370 370

Соединение 1 262 Соединение 2 17-24 Соединение 20 Соединение 21 15Connection 1 262 Connection 2 17-24 Connection 20 Connection 21 15

Таким образом, предлагаемые соединени  обладают высоким инсектицидным действием.Thus, the proposed compounds have a high insecticidal action.

Claims (1)

Формула изобретени  Инсектицидное средство, содержащее производные сульфидов карбаминовой кислоты как активное вещество, а также добавку, выбранную из группы твердых или жидккх носителей, о т л и чающеес  тем, что, с цепью усилени  инсектицидной активности, оно содержит в качествеInvention An insecticidal agent containing derivatives of carbamic acid sulphides as an active substance, as well as an additive selected from the group of solid or liquid carriers, contains those which, with an enhanced chain of insecticidal activity, contain производаых сульфидов карбаминовой кислоты соединение общей формулы О СН}of carbamic acid sulfide derivatives, a compound of the general formula O CH} СНз 11 ЛгSNS 11 Lg C N-0-0-If-S-K RiS COUj C N-0-0-If-S-K RiS COUj где RI - метил, этил;where RI is methyl, ethyl; Ra - алкил Ci-Cg iH циклоалкил Cj-Cs; Яз - водород, алкилоксил Ci-Ce или циклопропил , в количестве 0,5-95,5 вес.%. Приоритет по признакам:. 22.06.76 при R, - метил, этил; R2 - алкил Ci -Cg, циклоалкил Сз Rj - всдород, алкил 1 оксил Сз -Cg, 1щклопр(тил;Ra is an alkyl Ci-Cg iH cycloalkyl Cj-Cs; Yaz - hydrogen, alkyloxy Ci-Ce or cyclopropyl, in the amount of 0.5-95.5 wt.%. Priority featured: 06/22/76 with R, - methyl, ethyl; R2 is alkyl C1-Cg, cycloalkyl C3 Rj is hydrogen, alkyl 1 oxyl C3 -Cg, 1shklopr (thyl; 13.05.77 при Ra - циклоалкил С7-С8. Источники информации, прин тые во внимание при экспертизе05/13/77 with Ra - cycloalkyl C7-C8. Sources of information taken into account in the examination I. Патент Франщ{и № 1521784, кл. С 07 с, 1968.I. Patent Franch {and № 1521784, cl. Since 07, 1968.
SU772498355A 1976-06-22 1977-06-22 Insecticide SU659064A3 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH767936A CH608692A5 (en) 1976-06-22 1976-06-22 Pesticide comprising an N,N'-dicarbamic acid sulphide derivative as active ingredient
CH601577 1977-05-13

Publications (1)

Publication Number Publication Date
SU659064A3 true SU659064A3 (en) 1979-04-25

Family

ID=25698832

Family Applications (1)

Application Number Title Priority Date Filing Date
SU772498355A SU659064A3 (en) 1976-06-22 1977-06-22 Insecticide

Country Status (14)

Country Link
AT (1) AT353051B (en)
AU (1) AU512647B2 (en)
BR (1) BR7704031A (en)
CA (1) CA1080738A (en)
DE (1) DE2727614A1 (en)
EG (1) EG12927A (en)
FR (1) FR2355818A1 (en)
GB (1) GB1579635A (en)
IL (1) IL52362A (en)
IT (1) IT1082108B (en)
MX (1) MX4690E (en)
NL (1) NL7706779A (en)
SU (1) SU659064A3 (en)
TR (1) TR19827A (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2737606A1 (en) * 1977-08-20 1979-03-01 Bayer Ag ARYL-N-ALKYL-CARBAMATE, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS INSECTICIDES
DE2828133A1 (en) * 1978-06-27 1980-01-10 Bayer Ag N-SULFENYLATED CARBAMOYLOXIMINO-1-METHYLTHIO-BUTANES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS INSECTICIDES
EP0049684B1 (en) * 1980-10-02 1985-08-07 Ciba-Geigy Ag N-(benzamidosulfenyl)-n-methyl carbamates, intermediates, preparation, and pesticidal use
JPS5892655A (en) * 1981-11-27 1983-06-02 Otsuka Chem Co Ltd Carbamate derivative, its preparation and insecticide containing said derivative as active component

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2530439C2 (en) * 1974-07-11 1983-03-03 CIBA-GEIGY AG, 4002 Basel Bis- [0- (1-alkylthio-ethylimino) -N-methyl-carbamic acid] -N, N'-sulfides, processes for their preparation and pesticides containing these compounds

Also Published As

Publication number Publication date
DE2727614A1 (en) 1978-01-05
FR2355818B1 (en) 1980-03-14
IT1082108B (en) 1985-05-21
FR2355818A1 (en) 1978-01-20
IL52362A0 (en) 1977-08-31
IL52362A (en) 1980-12-31
BR7704031A (en) 1978-06-06
AU512647B2 (en) 1980-10-23
EG12927A (en) 1980-10-31
CA1080738A (en) 1980-07-01
ATA436077A (en) 1979-03-15
GB1579635A (en) 1980-11-19
NL7706779A (en) 1977-12-27
AU2628477A (en) 1979-01-04
AT353051B (en) 1979-10-25
TR19827A (en) 1980-01-24
MX4690E (en) 1982-08-02

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